Hair cosmetic compositions containing glycine and alanine

ABSTRACT

This invention relates a hair cosmetic composition, which comprises (A) glycine or alanine, (B) an α-hydroxy acid, β-hydroxy acid, 1,2-dicarboxylic acid, 1,3-dicarboxylic acid or aromatic carboxylic acid, and (C) a cationic surfactant. The hair cosmetic composition is excellent in the effect of improving optical or mechanical properties of hair.

TECHNICAL FIELD

This invention relates to a hair cosmetic composition excellent in theeffect of improving optical or mechanical properties of hair.

BACKGROUND ART

A variety of hair cosmetic compositions containing cationic surfactantshave been used for many years to improve optical or mechanicalproperties of hair, such as luster, softness, body and the like. Effectsof these hair cosmetic compositions are however either temporary orinsufficient.

JP 10-236927 A discloses a hair treatment composition for supplying aprecursor of a hair-united lipofatty acid to hair follicles, in which(i) a first fatty acid precursor selected from leucine, isoleucine,methionine or valine, (ii) a second fatty acid precursor selected from asaccharide or a mono-, di- or tri-carboxylic acid and (iii) an anionic,amphoteric or cationic surfactant has been added. However, thisinvention was created by drawing a hint from the fact that theabove-described components (i) and (ii) act as a precursor of ahair-united lipofatty acid for hair follicles. It is thereforeimpossible to predict from this invention what components should beadded for the improvement of optical or mechanical properties of hair.

The present invention therefore has as an object the provision of a haircosmetic composition excellent in the effect of improving optical ormechanical properties of hair.

DISCLOSURE OF THE INVENTION

The present inventors have found that combined use of glycine or alanineand a specific acid compound with an cationic surfactant makes itpossible to obtain a hair cosmetic composition excellent in the effectof improving optical or mechanical properties of hair such luster,softness, body and the like.

This invention therefore provides a hair cosmetic composition comprising(A) glycine or alanine, (B) an α-hydroxy acid, β-hydroxy acid,1,2-dicarboxylic acid, 1,3-dicarboxylic acid or aromatic carboxylicacid, and (C) a cationic surfactant.

BEST MODE FOR CARRYING OUT THE INVENTION

The component (A) for use in the present invention is glycine oralanine. Of these, particularly preferred are glycine and α-alanine.

As the component (A), glycine and alanine may be used in combination.The component (A) may be added preferably in a proportion of from 0.01to 20 wt. %, more preferably from 0.05 to 10 wt. %, notably from 0.1 to5 wt. % based on the whole composition from the standpoint of impartingcolor deepness to hair.

Among acids usable as the component (B) in the present invention,illustrative α-hydroxy acids and β-hydroxy acids can include glycolicacid, lactic acid, methylacetic acid, mandelic acid, 4-hydroxymandelicacid, 3-hydroxy-4-methoxymandelic acid, 4-hydroxy-3-methoxymandelicacid, 3-(2-hydroxyphenyl)lactic acid, 3-(4′-hydroxyphenyl)lactic acid,3,4-dihydromandelic acid, glyceric acid, malic acid, tartaric acid, andcitric acid.

Further, illustrative 1,2-dicarboxylic acids and 1,3-dicarboxylic acidscan include malonic acid, succinic acid, maleic acid, and fumaric acid.Illustrative aromatic carboxylic acids can include benzoic acid,phthalic acid, and salicylic acid.

Among these, malic acid, succinic acid and maleic acid are particularlypreferred.

As the component (B), one or more of the above-described acids can beused. The component (B) may be added preferably in a proportion of from0.01 to 5 wt. %, more preferably from 0.05 to 3 wt. %, notably from 0.1to 2 wt. % based on the whole composition from the standpoint ofimparting transparency to hair.

The cationic surfactant for use as the component (C) in the presentinvention can be, for example, a quaternary ammonium salt represented bythe following formula (1):

wherein at least one of R¹, R², R³ and R⁴ represents an alkyl or alkenylgroup, which may optionally be substituted by one or more alkoxy,alkenyloxy, alkanoylamino or alkenoylamino groups and has 8 to 28 carbonatoms in total, the remaining one or ones each independently represent abenzyl group, an alkyl or hydroxyalkyl group having 1 to 5 carbon atomsor a polyoxyethylene group having a total added mole number not greaterthan 10, and Z⁻ represents a halogen ion or an organic anion.

Among such quaternary ammonium salts, preferred are those represented bythe formula (1) in which one or two of R¹, R², R³ and R⁴ eachindependently represent a linear or branched alkyl group having 12 to 24carbon atoms or a benzyl group, the remaining ones each independentlyrepresent a methyl group, and Z⁻ represents a halogen ion; andparticularly preferred as those represented by the formula (1) in whichone of R¹, R², R³ and R⁴ represents a linear or branched alkyl grouphaving 12 to 22 carbon atoms, the remaining ones each independentlyrepresent a methyl group, and Z⁻ represents a halogen ion.

These cationic surfactants may be used either singly or in combination.The cationic surfactant may be added preferably in a proportion of from0.1 to 20 wt. %, more preferably from 0.2 to 10 wt. %, notably from 0.5to 5 wt. % based on the whole composition from the standpoint ofimparting softness to hair.

To the hair cosmetic composition according to the present invention, (D)a higher alcohol can be added further. This higher alcohol can improvethe touch of hair further.

Examples of the higher alcohols are those having 6 to 30 carbon atoms,with 8 to 22 carbon atoms being preferred. Further, those having meltingpoints not higher than 55° C. are preferred.

Such higher alcohols may be used either singly or in combination. Thehigher alcohol is added in a proportion of from 3 to 10 molar times,preferably from 4 to 8 molar times of the cationic surfactant added asthe component (C).

To the hair cosmetic composition according to the present invention, (E)a silicone can be added further. This silicone can provide hair withnongreasiness.

Preferred examples of the silicone are methyl-polysiloxanes representedby the following formula (2):

wherein R⁵ represents a methyl or phenyl group, R⁶ represents a methylor hydroxyl group, and m stands for a number of from 100 to 2,000.

These silicones may be used either singly or in combination. Thesilicone may be added preferably in a proportion of from 0.01 to 10 wt.%, more preferably from 0.05 to 10 wt. %, notably 0.1 to 5 wt. % basedon the whole composition.

To the hair cosmetic composition according to the present invention,surfactants other than those described above, cationic polymers,cosmetic oils, dyes, reducing agents, oxidizing agents, metal chelates,antioxidants, viscosity modifiers, preservatives, animal and plantextracts, antiphlogistics, disinfectants, antidandruff agents, oxidationinhibitors, pearlants, ultraviolet absorbers, pH regulators, colors,solvent, perfumes and the like can be added as desired in addition tothe above-described components.

The pH of the hair cosmetic composition according to the presentinvention may preferably be not higher than the pKa of the α-hydroxyacid (B) employed, and may range specifically from 2 to 6, with pH 2.5to 3.5 being particularly preferred.

The hair cosmetic composition according to the present invention can beproduced by an ordinary method and can be used, for example, as a hairrinse, conditioner, treatment, hair cream, hair pack or the like

EXAMPLE 1

Conditioners were prepared by mixing their corresponding componentsshown in Table 1, and the external appearance, softness/body,manageability and touch of hair when the shampoos were used were ranked.In each ranking, permed and bleached hair samples were used. The resultsare also presented in Table 1.

(Ranking Method)

After bundles of hair, each of which was 20 cm in length and 10 g inweight, were washed with a commercial shampoo (“Lavenus CleansingShampoo”, trade mark; product of Kao Corp.), 3-gram portions of theindividual conditioners were applied to the bundles of hair,respectively. After the bundles of hair were left over for 30 minutes,they were rinsed with warm water of 40° C. Subsequent to drying, theywere organoleptically ranked in comparison with untreated bundles ofhair by ten expert panellers in accordance with the following rankingstandards.

<External appearance of hair> Deep in luster and color, +1 point hightransparency, and shiny Cannot be said good or bad   0 point Lackluster,timid color, no −1 point transparency, and dry and loose

Based on the total points of all the panellers, each sample acquired +4points or more was ranked “A”, each sample acquired +3 to −3 points wasranked “B”, and each sample acquired −4 point or less was ranked “C”.

<Softening/body> Soft and silky touch with +1 point adequate resiliency,and good body Cannot be said good or bad   0 point Poor body and nosilky −1 point touch

Based on the total points of all the panellers, each sample acquired +4points or more was ranked “A”, each sample acquired +3 to −3 points wasranked “B”, and each sample acquired −4 point or less was ranked “C”.

<Manageability of hair> Well managed without hair +1 point out of placeCannot be said good or bad   0 point Not managed with hair out −1 pointof place

Based on the total points of all the panellers, each sample acquired +4points or more was ranked “A”, each sample acquired +3 to −3 points wasranked “B”, and each sample acquired −4 point or less was ranked “C”.

<Touch> Silky touch +1 point Cannot be said good or bad   0 point Nosilky touch −1 point

Based on the total points of all the panellers, each sample acquired +4points or more was ranked “A”, each sample acquired +3 to −3 points wasranked “B”, and each sample acquired −4 point or less was ranked “C”.

TABLE 1 Invention product Comparative product Component (wt. %) 1 2 3 45 6 7 1 2 3 Stearyltrimethylammonium 1.0 1.0 chlorideDiacetyldimethylammonium 1.0 0.5 1.0 chloride Behenyltrimethylammonium1.0 1.0 0.5 1.0 1.0 1.0 chloride Cetearyl alcohol 3.0 3.0 3.0 3.0 3.03.0 3.0 3.0 3.0 Glycine 1.0 1.0 1.0 1.0 1.0 2.0 α-Alanine 1.0 Malic acid0.5 0.5 0.5 0.5 0.5 Maleic acid 0.5 Succinic acid 0.5 0.5 pH regulator(HCl) q.s. q.s. q.s Perfume 0.5 0.5 0.5 0.5 0.5 0.5 0.5 0.5 0.5 0.5Water Balance Balance Balance Balance Balance Balance Balance BalanceBalance Balance pH 3.3 3.3 3.3 3.3 3.3 3.3 3.3 5.5 5.5 5.0 Hair externalappearance A A A A A A A C C B Softening/body C C C C C C A B A B Hairmanageability A A A A A A A C C B Touch A A A B A A A C B B

EXAMPLE 2

Conditioners (Invention Products 8-14; pH 3.3) were prepared in asimilar manner as Invention Products 1-7 in Example 1 except thatmethylpolysiloxane (“KF96A 5,000 cs”, trade name; product of Shin-EtsuChemical Co., Ltd.) was additionally incorporated in a proportion of 1wt. %.

With respect to the conditioners so obtained, their external appearanceof hair, softening/body, hair manageability and touch were ranked.Invention Products 8-14 all gave similar results as in Example 1. Inaddition, they were also organoleptically ranked for the nongreasinessof hair in a similar manner as in Example 1 in accordance with thefollowing ranking standard.

<Nongreasiness of hair> Nongreasy +1 point Cannot be said good or bad  0 point Lack of nongreasiness −1 point

Based on the total points of all the panellers, each sample acquired +4points or more was ranked “A”, each sample acquired +3 to −3 points wasranked “B”, and each sample acquired −4 point or less was ranked “C”.

As a result, Invention Products 8-14 were all ranked “A” in thenongreasiness of hair.

EXAMPLE 3

(Treatment)

A treatment (pH 3.5) of the following formulation was prepared by amethod known per se in the art.

(Components) (wt. %) Behenyltrimethylammonium chloride 2.0 Cetarylalcohol 5.0 Glycine 1.0 Malic acid 0.5 Methylparaben 0.1 Perfume 0.5Water Balance

EXAMPLE 4

(Conditioning Foam)

A conditioning foam (pH 3.5) of the following formulation was preparedby a method known per se in the art.

(Components) (wt. %) Behenyltrimethylammonium chloride 0.3 Cetarylalcohol 1.0 Glycine 1.0 Malic acid 0.5 Methylparaben 0.1 Perfume 0.5 LPG10.0  Water Balance

EXAMPLE 5

(Hair Cream)

A hair cream (pH 3.0) of the following formulation was prepared by amethod known per se in the art.

(Components) (wt. %) Behenyltrimethylammonium chloride 1.5 PEG-20sorbitan monostearate 0.5 Cetaryl alcohol 3.0 Liquid paraffin 5.0 PEG-32-ethylhexanoate 2.5 Glycine 1.0 Malic acid 0.5 Perfume 0.5Hydroxypropylcellulose 0.3 (1% solution, viscosity: 6 Pa · s) WaterBalance

The hair cosmetic compositions obtained in Examples 3-5 all impartedgood luster, softness and body to hair, and also improved themanageability of hair.

Capability of Exploitation in Industry

Hair cosmetic compositions according to the present invention haveexcellent cleansing power and can significantly improve optical ormechanical properties of hair. They impart color deepness, transparencyand shiny luster. They also impart softness and body to hair, so thatthe manageability of hair is improved.

What is claimed is:
 1. A hair cosmetic composition comprising: (A)alanine; (B) an acid selected from the group consisting of malic acid,maleic acid and a mixture thereof; and (C) a cationic surfactant.
 2. Ahair cosmetic composition according to claim 1, wherein said cationicsurfactant (C) is a quaternary ammonium salt represented by thefollowing formula (1):

wherein at least one of R¹, R², R³ and R⁴ represents an alkyl or alkenylgroup, which may optionally be substituted by one or more alkoxy,alkenyloxy, alkanoylamino or alkenoylamino groups and has 8 to 28 carbonatoms in total, the remaining one or ones each independently represent abenzyl group, an alkyl or hydroxyalkyl group having 1 to 5 carbon atomsor a polyoxyethylene group having a total added mole number not greaterthan 10, and Z⁻ represents a halogen ion or an organic anion.
 3. A haircosmetic composition according to claim 1 or 2, further comprising (D) ahigher alcohol in a proportion of from 3 to 10 molar times of saidcomponent (C).
 4. A hair cosmetic composition according to claim 1 or 2,further comprising (E) a silicone.
 5. The hair cosmetic composition ofclaim 1, wherein alanine is containing in an amount of from 0.01 to 20wt. %.
 6. The hair cosmetic composition of claim 5, wherein component(B) is containing in an amount of from 0.01 to 5 wt. %.
 7. The haircosmetic composition of claim 5, wherein component (C) is containing inan amount of from 0.1 to 20 wt. %.
 8. A hair cosmetic compositioncomprising: (A) glycine (B) an acid selected from the group consistingof malic acid, maleic acid and a mixture thereof; and (C) a cationicsurfactant.
 9. The hair cosmetic composition according to claim 8,wherein said cationic surfactant (C) is a quaternary ammonium saltrepresented by the following formula (1):

wherein at least one of R¹, R², R³ and R⁴ represents an alkyl or alkenylgroup, which may optionally be substituted by one or more alkoxy,alkenyloxy, aklanoyolamino or alkenoylamino groups and has 8 to 28carbon atoms in total, the remaining one or ones each independentlyrepresent a benzyl group, an alkyl or hydroxyalkyl group having 1 to 5carbon atoms or a polyoxyethylene group having a total added mole numbernot greater than 10, and Z⁻ represents a halogen ion or an organicanion.
 10. The hair cosmetic composition of claim 8, further comprising(D) a higher alcohol in a proportion of from 3 to 10 molar time s ofsaid component (C).
 11. The hair cosmetic composition of claim 8,further comprising (E) a silicone.
 12. The hair cosmetic composition ofclaim 8, wherein glycine is containing in an amount of from 0.01 to 20wt. %.
 13. The hair cosmetic composition of claim 8, wherein component(B) is containing in an amount of from 0.01 to 5 wt. %.
 14. The haircosmetic composition of claim 8, wherein component (C) is containing inan amount of from 0.1 to 20 wt. %.